Morning: Arrive and check into your dog-friendly oceanfront rental where both you and your furry friend can feel at home. Settle in and take a relaxing walk along the private access to the beach.
Afternoon: Explore the Virginia Beach Boardwalk, stroll hand-in-hand while your dog enjoys the fresh sea breeze. Stop by various pet-friendly cafes for light bites and refreshments.
Evening: Enjoy a romantic dinner at Waterman’s Surfside Grille, known for its coastal cuisine and welcoming atmosphere for dogs on the patio. Cap the night with a peaceful beachside sunset together.
Find HotelsMorning: Visit the First Landing State Park, which offers scenic hiking trails that welcome dogs on leash. Enjoy a morning immersed in nature among the forested paths and salt marshes.
Afternoon: Head to the ViBe Creative District to explore local art galleries and dog-friendly outdoor murals. Take some memorable photos with your fiancé and pup.
Evening: Dinner at Chix on the Beach, featuring live music and a dog-friendly patio. Relax and savor southern flavors by the water before a calm evening stroll on the beach.
Find HotelsMorning: Visit Back Bay National Wildlife Refuge, an ideal spot for bird watching and quiet walks with your dog in a protected environment.
Afternoon: Enjoy a couples’ spa treatment with pet-friendly accommodations nearby. Alternatively, relax poolside or on the beach soaking up the sun with your dog.
Evening: Casual dinner at Commune with fresh, farm-to-table offerings and a dog-friendly outdoor seating area. Finish with a twilight walk along the Boardwalk.
Find HotelsMorning: Explore historic Cape Henry Lighthouse and its dog-friendly grounds. Learn about early colonial history while enjoying the panoramic ocean views.
Afternoon: Visit the Mount Trashmore Park, a unique urban park with walking trails, picnic areas, and dog parks to let your pup run free.
Evening: Romantic dinner at The Atlantic on Pacific, featuring ocean views and a cozy ambiance. Dogs are welcome on the outdoor deck.
Find HotelsMorning: Try tandem paddleboarding or kayaking in the calm waters of Chesapeake Bay. Many rental companies offer pet-friendly options for water activities.
Afternoon: Relax back at your rental or visit a nearby dog-friendly café for lunch and downtime.
Evening: Embark on a romantic sunset cruise that allows small dogs aboard. Enjoy the colorful sky and serene waters together.
Find HotelsMorning: Take one last peaceful beach walk with your fiancé and dog at Sandbridge Beach, a quieter spot perfect for reflecting on your memorable vacation.
Afternoon: Pack up and check out, stopping by for a dog-friendly brunch at Bay Local Eatery before heading home.
Evening: Safe travels home, with cherished memories and many photos from your romantic Virginia Beach getaway.
Find HotelsTotal Estimated Cost: $2,285
If you prefer a more relaxed, extended stay, consider adding 2–3 extra days to enjoy more beach time, additional dog parks, and leisurely day trips to nearby nature reserves or Chesapeake Bay towns. For a shorter trip, focus on the highlights: limit activities to key spots like the boardwalk, First Landing State Park, and one or two romantic dinners, reducing the stay to 3 or 4 days.